Bromodeoxyuridine: Difference between revisions

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'''Bromodeoxyuridine''' (5-bromo-2'-deoxyuridine, BrdU) is a synthetic [[nucleoside]] that is an [[Analog (chemistry)|analogue]] of [[thymidine]]. BrdU is commonly used in the detection of proliferating cells in living tissues.<ref>http://www.ncbi.nlm.nih.gov/pubmed/21837406</ref>
'''Bromodeoxyuridine''' (5-bromo-2'-deoxyuridine, BrdU) is a synthetic [[nucleoside]] that is an [[Analog (chemistry)|analogue]] of [[thymidine]]. BrdU is commonly used in the detection of proliferating cells in living tissues.<ref>{{cite journal |pmid=21837406}}</ref>


BrdU can be incorporated into the newly synthesized [[DNA]] of replicating cells (during the [[S phase]] of the cell cycle), substituting for thymidine during [[DNA replication]]. [[Antibody|Antibodies]] specific for BrdU can then be used to detect the incorporated chemical (see [[immunohistochemistry]]), thus indicating cells that were actively replicating their DNA. Binding of the antibody requires [[Denaturation (biochemistry)|denaturation]] of the DNA, usually by exposing the cells to acid or heat.<ref>http://www.ncbi.nlm.nih.gov/pubmed/21785232</ref>
BrdU can be incorporated into the newly synthesized [[DNA]] of replicating cells (during the [[S phase]] of the cell cycle), substituting for thymidine during [[DNA replication]]. [[Antibody|Antibodies]] specific for BrdU can then be used to detect the incorporated chemical (see [[immunohistochemistry]]), thus indicating cells that were actively replicating their DNA. Binding of the antibody requires [[Denaturation (biochemistry)|denaturation]] of the DNA, usually by exposing the cells to acid or heat.<ref name=pmid21785232>{{cite journal |pmid=21785232}}</ref>


Because BrdU can replace thymidine during DNA replication, it can cause [[mutation]]s, and its use is therefore potentially a health hazard.<ref>http://www.ncbi.nlm.nih.gov/pubmed/21785232</ref>
Because BrdU can replace thymidine during DNA replication, it can cause [[mutation]]s, and its use is therefore potentially a health hazard.<ref name=pmid21785232/>


The Br substitution can also be used in X-Ray diffraction experiments in crystals containing either DNA or RNA. The Br atom acts as an anomalous scatterer and its larger size will affect the crystal's x-ray diffraction enough to detect isomorphous differences as well.<ref>http://www.ncbi.nlm.nih.gov/pubmed/16702655</ref><ref>http://www.ncbi.nlm.nih.gov/pubmed/20382990</ref>
The Br substitution can also be used in X-Ray diffraction experiments in crystals containing either DNA or RNA. The Br atom acts as an anomalous scatterer and its larger size will affect the crystal's x-ray diffraction enough to detect isomorphous differences as well.<ref>{{cite journal |pmid=16702655}}</ref><ref>{{cite journal |pmid=20382990}}</ref>


==See also==
==See also==

Revision as of 10:51, 28 August 2011

Bromodeoxyuridine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.000.378 Edit this at Wikidata
MeSH Bromodeoxyuridine
UNII
  • InChI=1S/C9H11BrN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m1/s1 checkY
    Key: WOVKYSAHUYNSMH-VQVTYTSYSA-N checkY
  • InChI=1/C9H11BrN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m1/s1
    Key: WOVKYSAHUYNSMH-VQVTYTSYBQ
  • BrC=1C(=O)NC(=O)N(C=1)[C@H]2O[C@H]([C@H](O)C2)CO
Properties
C9H11BrN2O5
Molar mass 307.098
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Bromodeoxyuridine (5-bromo-2'-deoxyuridine, BrdU) is a synthetic nucleoside that is an analogue of thymidine. BrdU is commonly used in the detection of proliferating cells in living tissues.[1]

BrdU can be incorporated into the newly synthesized DNA of replicating cells (during the S phase of the cell cycle), substituting for thymidine during DNA replication. Antibodies specific for BrdU can then be used to detect the incorporated chemical (see immunohistochemistry), thus indicating cells that were actively replicating their DNA. Binding of the antibody requires denaturation of the DNA, usually by exposing the cells to acid or heat.[2]

Because BrdU can replace thymidine during DNA replication, it can cause mutations, and its use is therefore potentially a health hazard.[2]

The Br substitution can also be used in X-Ray diffraction experiments in crystals containing either DNA or RNA. The Br atom acts as an anomalous scatterer and its larger size will affect the crystal's x-ray diffraction enough to detect isomorphous differences as well.[3][4]

See also

External links

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References

  1. ^ . PMID 21837406. {{cite journal}}: Cite journal requires |journal= (help); Missing or empty |title= (help)
  2. ^ a b . PMID 21785232. {{cite journal}}: Cite journal requires |journal= (help); Missing or empty |title= (help)
  3. ^ . PMID 16702655. {{cite journal}}: Cite journal requires |journal= (help); Missing or empty |title= (help)
  4. ^ . PMID 20382990. {{cite journal}}: Cite journal requires |journal= (help); Missing or empty |title= (help)
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